Target Exam

CUET

Subject

Chemistry

Chapter

Organic: Aldehydes, Ketones and Carboxylic Acids

Question:

Read the Passage carefully and answer the questions.

The carbonyl group of aldehydes and ketones is highly polar. The positively charged carbon is readily attacked by electron-rich nucleophile and the negatively charged oxygen atom is attacked by an electro-deficient electrophile. Aldehydes and ketones undergo nucleophilic addition reactions in the presence of acid or a base. The mechanism involves attack of a nucleophile on the electron deficient carbonyl carbon to form a tetrahedral intermediate. A new bond is formed between the carbon and oxygen. Protonation of the anion furnished by the reaction medium yields a neutral addition product. The addition product is same whether the reaction is catalyzed by acid or a base. For example in the presence of base aldehydes and ketones react with hydrogen cyanide to form cyanohydrin.

Which of the following reactions is not a nucleophilic addition reaction of aldehydes and ketones?

Options:

Addition of water

Addition of sodium Hydrogen Sulphite

Addition of alcohol

Addition of sodium borohydride

Correct Answer:

Addition of sodium borohydride

Explanation:

The correct answer is Option (4) → Addition of sodium borohydride **

The reaction which is not classified as a nucleophilic addition reaction of aldehydes and ketones is: Addition of sodium borohydride

BECAUSE

  • NaBH₄ causes reduction of aldehydes and ketones to alcohols.
  • Although hydride (H⁻) attacks the carbonyl carbon, this reaction is classified as a reduction, not as a nucleophilic addition reaction in standard organic chemistry classification.

 Nucleophilic addition reactions include:

  • Addition of water → hydrate formation
  • Addition of sodium hydrogen sulphite (NaHSO₃) → bisulphite addition compound
  • Addition of alcohol → hemiacetal/acetal formation